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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4732Generated: October 25, 2026

1-Octanol → Octyltrimethyl ammonium methoxide

https://huagongshe.com/reaction/4732

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-OctanolHCID 957—
ReactantMethyl ChlorideHCID 6327—
ReactantPhosphorus oxide (P4O10)HCID 14812—
ReactantDimethyloctylamineHCID 16224—
ReactantSodium methanolate methanolHCID 23694274—
CatalystCaprylyltrimethylammonium chlorideHCID 24949—
SolventMethanolHCID 887—
ProductOctyltrimethyl ammonium methoxideHCID 21243886—

Reaction Steps

One mol of phosphoric anhydride was added to three mols of octyl alcohol over a period of one hour at 60°-70° C. while stirring. They were allowed to react which each other at 70° C. for three hours and a mixture of mono and dioctyl phosphate was obtained. Separately, 0.5 mol of octyl dimethylamine and 200 ml of methanol were set inside an autoclave and after the interior gas was replaced by nitrogen, 0.5 molar equivalent of methyl chloride was introduced for a reaction at 60°-70° C. for three hours to obtain octyltrimethyl ammonium chloride. To this was gradually added 96 g of 28% sodium methylate-methanol solution (0.5 molar equivalent as sodium methylate) for salt exchange and the by-product sodium chloride was filtered away to obtain as filtrate a methanol solution of octyltrimethyl ammonium methoxide. To this methanol solution was added 0.5 mol of the aforementioned mixture of mono and dioctyl phosphate and after methanol was distilled away, it was diluted with water to obtain 50 wt% aqueous solution of octyltrimethyl ammonium octyl phosphate (Example No. 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727177
Source datasetuspto-grants-1988_02
ORD IDord-d9b4785edab5498986fa0d5639524ba5
Source noteuspto-grants-1988_02